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HCID 20688053, Verbindung → HCID 59968773, Verbindung

HRID 1596817
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1596817
[C:1]([C:5]([OH:16])([CH2:10][C:11]#[C:12][CH2:13][CH2:14][CH3:15])[C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:4])([CH3:3])[CH3:2]>N1C=CC=CC=1.[Pd]>[C:1]([C:5]([OH:16])([CH2:10]/[CH:11]=[CH:12]\[CH2:13][CH2:14][CH3:15])[C:6]([CH3:7])([CH3:8])[CH3:9])([CH3:3])([CH3:4])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 20688053HCID 20688053, Verbindung

Produkt 1

HCID 59968773HCID 59968773, VerbindungAusbeute 99,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 1049PyridineLösungsmittel

Versuchsvorschrift

50 mg of a catalyst of 5% palladium on barium sulfate were added at once to a stirred solution of 500 mg (2.23 mmol) 3-tert-butyl-2,2-dimethylnon-5-in-3-ol in 5 ml pyridine. The mixture obtained was degassed three times, exposed to a hydrogen atmosphere and stirred overnight. Subsequently, it was diluted with 100 ml pentane and filtered over silica gel. The silica gel was washed with 100 ml Et2O. The combined organic phases were washed with a copper sulfate solution (5×100 ml), with H2O (100 ml) and with salt solution (50 ml), dried and concentrated under reduced pressure. There were obtained 503 mg (99%) (Z)-3-tert-butyl-2,2-dimethylnon-5-en-3-ol

Aufarbeitung

  1. customThe mixture obtained
  2. customwas degassed three times
  3. additionSubsequently, it was diluted with 100 ml pentane
  4. filtrationfiltered over silica gel
  5. washThe silica gel was washed with 100 ml Et2O
  6. washThe combined organic phases were washed with a copper sulfate solution (5×100 ml), with H2O (100 ml) and with salt solution (50 ml)
  7. customdried
  8. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-549ba0a8bf9c4340b7eec59d4f6bf130
Quelldatensatz
uspto-grants-2001_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06291713B1

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